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Osaka Organic Chemical Industry Co Ltd
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Osaka Organic Chemical Industry Co Ltd
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Priority to JP19408487ApriorityCriticalpatent/JPS6438066A/en
Publication of JPS6438066ApublicationCriticalpatent/JPS6438066A/en
PURPOSE:To selectively obtain the titled compound under mild condition in high yield, by reacting a compound such as N-ethoxycarbonyl-3-bromo-2-(2- oxypropyl)pyridine with a strong base and reacting the product in the presence of an acid catalyst. CONSTITUTION:The objective beta-substituted enamines of formula III [e.g. N- ethoxycarbonyl-5-(2-oxypropyl)-1,2,3,4-tetrahydropyridine] is produced by reacting a compound of formula I (R<1> and R<2> are H or 1-3C alkyl; R<3> is 1-10C alkyl or phenyl; X is halogen) with a strong base such as 1,8-diazabicyclo[5,4,0]-7- undecene to form a carbon-carbon bond at the beta-position of N of the compound of formula I and reacting the resultant compound of formula II in the presence of a catalytic amount of an acid (e.g. d,l-camphorsulfonic acid). The compound of formula III is a useful synthetic intermediate for various drugs, perfumes and natural alkaloid compounds.
JP19408487A1987-08-031987-08-03Production of beta-substituted enamines
PendingJPS6438066A
(en)
Interphenylene 7-oxabicycloheptyl substituted heterocyclic amide prostaglandin analogs,process for the preparation thereof and pharmaceutical compositions containing the same
Process for preparing piperidylidene dihydrodibenzo(a,d)cycloheptenes and aza derivatives thereof,compounds obtained by such process and the use of such compounds for preparing useful pharmaceutical compositions
2-Azabicyclo[2.2.1]hept-5-ene-2-acetic acid, derivatives thereof and related compounds, process for the preparation of said compounds and the use of said compounds for the manufacture of N-phosphonomethylglycine